1. The moment you leave
Ask: "If I'm heading out and the baby starts crying and reaching for me, walk me through what you'd do after I leave."
(And remember: a baby crying when you leave isn't a sign something's wrong. It's healthy attachment! Your baby knows their person).
Green flag: They stay calm, name the feeling ("You're sad Mama left. I'm here. She always comes back."), and remain present through the cry instead of seeing the cry as a problem (“You’re fine, stop crying!”).
Worth a conversation: "I'd distract them so they forget about you" isn't a dealbreaker - sometimes distraction is great. But this may be a good time to assure your potential caregiver that you know your baby will be upset sometimes, and you don’t see that as the caregiver’s fault.
2. Feeding that goes sideways
Ask: "When the baby's supposed to eat and clamps their mouth shut or throws the food… what do you tend to do?"
Babies refuse food. The job of the adult is to offer, not to win.
Green flag: Stays neutral. No forcing, bribing, or turning it into a battle. Offers, trusts the baby's hunger, moves on - and tells you how it went. Says something like, “That happens all the time. That’s fine. Respect the cue, move on, come back later.”
Worth a conversation: Any hint of pressure or force-feeding is a chance to share how you handle meals.
3. A bump or a fall
Ask: "If the baby takes a little tumble and gets a bump, how do you handle that kind of thing?”
Accidents happen with every caregiver, including you. This one's really about honesty.
Green flag: Comforts the baby, stays calm, and tells you promptly and plainly - even the small stuff, even when it's not flattering.
Worth a conversation: If they'd smooth it over or minimize, or escalate beyond what seems appropriate, it’s useful to get a peak into what you can expect, and see if you can find a middle ground that feels good to both of you.
4. Mistakes
Ask: "Tell me about a time something went wrong or you learned something the hard way with a baby. What did you do?"
Nobody's perfect. You're looking for someone who can own it without falling apart. Repair over perfection.
Green flag: A real moment, no blaming the child or the parents, and something they learned.
Worth a conversation: "Nothing's ever gone wrong" is worth a second look. Everyone has a story.
5. Feedback
Ask: "How have parents effectively communicated with you when they see something that they’d want done differently?”
This gets into the important stuff, setting expectations for a relationship where feedback is normal and not avoided.
Green flag: Tells you a story about a time they got feedback. Doesn’t seem offended by the question.
Worth a conversation: If they seem defensive or say that has never happened it’s useful to name that even with the “best” caregiver, you’ll have some moments you disagree, and that you value having those conversations.
6. When the baby is content
Ask: "When the baby's playing on their own, seems happy enough…What are you doing?"
This gives you a sense of a caregiver’s default in a quiet moment.
Green flag: Stays nearby and aware. Helps around the house with the tasks you’ve agreed on, like laundry, washing bottles, tidying the living room where they’ve been playing, etc. Lets the baby lead without hovering or disappearing.
Worth a conversation: If they say they would go over to baby to entertain them, it’s a great moment to share you might want them to help with things around the house or you prefer to allow your baby to have some independent play time! If they reference using the time to check their phone or turn on the TV, it’s an opportunity to talk through your thoughts on screens.